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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Hamburg Masters | 2002-05-13 | Miami Masters | 2019-03-18 | 6153 |
| 2 |  Novak Djokovic | Miami Masters | 2007-03-19 | Paris Masters | 2023-10-30 | 6069 |
| 3 |  Rafael Nadal | Monte Carlo Masters | 2005-04-11 | Rome Masters | 2021-05-08 | 5871 |
| 4 |  Andre Agassi | Miami Masters | 1990-03-16 | Cincinnati Masters | 2004-08-02 | 5253 |
| 5 |  Andy Murray | Cincinnati Masters | 2008-07-28 | Paris Masters | 2016-10-31 | 3017 |
| 6 | Pete Sampras | Cincinnati Masters | 1992-08-10 | Miami Masters | 2000-03-20 | 2779 |
| 7 |  Alexander Zverev | Rome Masters | 2017-05-15 | Paris Masters | 2024-10-28 | 2723 |
| 8 |  Thomas Muster | Rome Masters | 1990-05-14 | Miami Masters | 1997-03-17 | 2499 |
| 9 | Andy Roddick | Canada Masters | 2003-08-04 | Miami Masters | 2010-03-24 | 2424 |
| 10 | Michael Chang | Canada Masters | 1990-07-23 | Indian Wells Masters | 1997-03-10 | 2422 |
| 11 | Carlos Moya | Monte Carlo Masters | 1998-04-20 | Rome Masters | 2004-05-03 | 2205 |
| 12 | Boris Becker | Stockholm Masters | 1990-10-22 | Stuttgart Masters | 1996-10-21 | 2191 |
| 13 |  Jo-Wilfried Tsonga | Paris Masters | 2008-10-26 | Canada Masters | 2014-08-04 | 2108 |
| 14 |  Marat Safin | Canada Masters | 2000-07-31 | Paris Masters | 2004-11-01 | 1554 |
| 15 |  Wayne Ferreira | Canada Masters | 1996-08-19 | Stuttgart Masters | 2000-10-30 | 1533 |
| 16 |  Thomas Enqvist | Paris Masters | 1996-10-28 | Cincinnati Masters | 2000-08-07 | 1379 |
| 17 | Daniil Medvedev | Cincinnati Masters | 2019-08-12 | Rome Masters | 2023-05-08 | 1365 |
| 18 | Carlos Alcaraz | Miami Masters | 2022-03-21 | Cincinnati Masters | 2025-08-07 | 1235 |
| 19 |  Andrei Medvedev | Monte Carlo Masters | 1994-04-18 | Hamburg Masters | 1997-05-05 | 1113 |
| 20 |  Stefanos Tsitsipas | Monte Carlo Masters | 2021-04-12 | Monte Carlo Masters | 2024-04-08 | 1092 |